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Clean esterification method for producing bialkyl ortho phthalate

A dialkyl phthalate, esterification technology, applied in chemical instruments and methods, carboxylate preparation, organic chemistry and other directions, can solve the problems of difficult separation and recovery, equipment corrosion, low selectivity, etc., to achieve separation The effect of easy process, high esterification ability and low reaction temperature

Inactive Publication Date: 2007-01-31
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the traditional industrial application of acid-catalyzed processes, sulfuric acid has the advantages of high activity, low use temperature, and easy production; but low selectivity, poor product quality, corrosion of equipment and pollution of the environment
The non-acid catalyzed process (JP 1985-54945, EP 405332), which is represented by titanates, has less waste water, simple product post-treatment, good product quality, but high catalyst price and difficult separation and recovery. , high energy consumption
As for the catalyst-free process of the German BASF company, there are few side reactions and no washing is required, but the investment in equipment is large and the product quality is poor.

Method used

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  • Clean esterification method for producing bialkyl ortho phthalate
  • Clean esterification method for producing bialkyl ortho phthalate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Put 6g of ionic liquid 1-methyl-3-(propyl-3-sulfonic acid)imidazolium fluoroborate, 5.7g of phthalic anhydride, 10g of isooctyl alcohol and an appropriate amount of water-carrying agent into the reaction flask, Stirring and heating, the esterification temperature is 110-125°C, and react for 1.5 hours. After the reaction solution is allowed to stand and separate into layers, the upper reaction solution is poured out and purified by distillation. The conversion rate of phthalic anhydride is 98.1%, and the selectivity is 98.6%.

Embodiment 2

[0024] Put 2g of ionic liquid 1-methyl-3-(propyl-3-sulfonic acid) imidazole hydrogen sulfate, 5.7g of phthalic anhydride, 12.5g of n-octanol and an appropriate amount of water-carrying agent into the reaction flask, Stirring and heating, the esterification temperature is 110-130°C, and react for 2 hours. After the reaction solution is allowed to stand and separate into layers, the upper reaction solution is poured out and purified by distillation. The conversion rate of phthalic anhydride is 97.2%, and the selectivity is 98.5%.

Embodiment 3

[0026] Put 20g of ionic liquid 1-methyl-3-(propyl-3-sulfonic acid)imidazole p-toluenesulfonate, 5.7g of phthalic anhydride, 15g of isooctyl alcohol and an appropriate amount of water-carrying agent into the reaction flask , stirred, heated, the esterification temperature was 100-125°C, and reacted for 2 hours. After the reaction solution was allowed to stand and separate, the upper reaction solution was poured out and purified by distillation. The conversion rate of phthalic anhydride was 98.2%, and the selectivity was 99.1%.

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Abstract

The present invention relates to a clean esterification method for producing dialkyl phthalate. It is characterized by that it adopts the ionic liquid formed from sulfonic acid group functionalized alkyl pyridine cation or sulfonic acid group functionalized 1,3-dialkyl iminazol cation or 2-oxopyrrolidine cation and organic or inorganic anion X as catalyst of reaction and reaction medium; at normal pressure its reaction temperature is 90-130deg.C and reaction time is 1-2hr, it can catalyze the esterification reaction of phthalic anhydride and isooctanol or n-octanol so as to obtain the invented dialkyl phthalate.

Description

technical field [0001] The invention relates to an organic synthesis method, in particular to a clean esterification method for producing dialkyl phthalates. technical background [0002] Dialkyl phthalate plasticizers are currently the most widely used plasticizers in plastic processing. They have low volatility, high plasticizing efficiency, low miscibility with water, and good electrical properties. With the advantages of softness and excellent comprehensive processing performance, it has become a general-purpose plasticizer with the largest production and consumption. Among them, dioctyl phthalate (hereinafter referred to as DOP) has the best overall performance and is most widely used. The synthetic methods of dialkyl phthalates, taking DOP as an example, include liquid-phase acid-catalyzed esterification, non-acid-catalyzed, catalyst-free and solid superacid-catalyzed methods. In the traditional industrial application of acid-catalyzed processes, sulfuric acid has th...

Claims

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Application Information

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IPC IPC(8): C07C67/08C07C69/80B01J31/02
Inventor 于世涛刘福胜李红亮解从霞
Owner QINGDAO UNIV OF SCI & TECH
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